Lithium hydroxide, monohydrate → HCID 19989771, compound

HRID 973507Notes

Reaction equation

HRID 973507 reaction equation
[CH2:1]([CH:8]([CH2:13][N:14]1[CH:18]=[CH:17][CH:16]=[N:15]1)[C:9]([O:11]C)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O[Li].O>O1CCOCC1.O>[CH2:1]([CH:8]([CH2:13][N:14]1[CH:18]=[CH:17][CH:16]=[N:15]1)[C:9]([OH:11])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 22910248HCID 22910248, compound

Product 1

HCID 19989771HCID 19989771, compoundYield 101.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

The resultant compound from Example 46 (100.0 mg, 0.409 mmol) in dioxane (2 ml) at 0° C. was treated with LiOH.H2O (22.0 mg, 0.524 mmol) in water (1 ml). After 1 h at 0° C. and 30 min at room temperature the solvent was evaporated and the residue was taken up in water, the pH was adjusted to pH 3-4, and the mixture was extracted with CHCl3 which was dried over Na2SO4 and evaporated to afford 96 mg (100%) of a solid. 1H NMR (CDCl3) δ7.56 (d,1H), 7.10-7.35 (m,6H), 6.26 (dd,1H), 4.30 (m,2H), 3.34 (m,1H), 3.12 (dd,1H), 2.72 (dd,1H).

Workup

  1. custom30 min at room temperature the solvent was evaporated
  2. extractionthe mixture was extracted with CHCl3 which
  3. dry with materialwas dried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-39b3147957d54e62a976c33e65a9708d
Source dataset
uspto-grants-1991_11
Patent number
US05063208

Reaction notes

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